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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Enterobacter cloacae [ICD11: XN3YM

]

The structure was elucidated in this paper
Publication DOI: 10.1016/j.mencom.2016.07.003
Journal NLM ID: 9425965
Publisher: Moscow: Academy of Sciences of the USSR; Cambridge,UK : Royal Society of Chemistry
Correspondence: yknirel

gmail.com; lvovslava

gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Scientific Center 'Institute of Immunology', 115478 Moscow, Russian Federation

Solvolysis of polysaccharides with trifluoroacetic acid is efficient for selective cleavage of certain glycosidic linkages. This method was successfully used for structure elucidation of polysaccharides and obtaining oligosaccharides from polysaccharides for construction of glycoconjugate vaccines in cases of O-specific polysaccharides of bacteria Enterobacter cloacae and Shigella flexneri.

Shigella flexneri, glycoconjugate vaccines, polysaccharides, O-specific polysaccharides, solvolysis, Enterobacter cloacae

Structure type: oligomer
Location inside paper: p.279, scheme 1, E. cloacae G2649, oligosaccharide 1
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_115136,IEDB_136105,IEDB_137340,IEDB_140630,IEDB_141798,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_225177,IEDB_423153,IEDB_885823,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS, NMR-1D, SEC, trifluoroacetic acid solvolysis
Comments, role: trifluoroacetic acid solvolysis of OPS

Related record ID(s): 11257, 11605, 11606, 11607, 11608, 11609, 11610, 11611, 11612, 11613, 11614, 11615, 11616, 11617, 11618, 11619, 11620
NCBI Taxonomy refs (TaxIDs): 550
Reference(s) to other database(s): GTC:G21067AJ
Show glycosyltransferases

¹H NMR data: present in publication

¹³C NMR data: present in publication

There are 3 chemically distinct structures. Please, select:

CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](O)[C@H](C)OC(O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize